Organic electroluminescent compound, a plurality of host materials and organic electroluminescent device comprising the same
Pending Publication Date: 2022-02-03
ROHM & HAAS ELECTRONIC MATERIALS LLC
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[0046]The organic electroluminescent compound according to the present disclosure exhibits suitable performance for use in organic electroluminescent devices. In addition, an organic electroluminescent device having lower driving voltage, higher luminous efficiency, higher power efficiency and/or excellent lifespan properties compared to a conventional organic electroluminescent device is provided by including a plurality of host materials according to the present disclosure, and it is possible to manufacture a display device or a lighting device using the same.
[0047]Hereinafter, the present disclosure will be described in detail. However, the following description is intended to explain the present disclosure, and is not meant to restrict the scope of the present disclosure.
[0048]The term “organic electroluminescent compound” in the present disclosure means a compound that may be used in an organic electroluminescent device, and may be comprised in any layer constituting an organic electroluminescent device, as necessary.
[0049]The term “organic electroluminescent material” in the present disclosure means a material that may be used in an organic electroluminescent device, and may comprise at least one compound. The organic electroluminescent material may be comprised in any layer constituting an organic electroluminescent device, as necessary. For example, the organic electroluminescent material may be a hole injection material, a hole transport material, a hole auxiliary material, a light-emitting auxiliary material, an electron blocking material, a light-emitting material (including a host material and a dopant material), an electron buffer material, a hole blocking material, an electron transport material, or an electron injection material, etc.
[0050]The term “a plurality of organic electroluminescent material(s)” in the present disclosure means an organic electroluminescent material(s) compris
Problems solved by technology
In order to improve luminous efficiency, driving voltage, and/or lifespan, various materials or concepts for the organic
Method used
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Example
Example 1: Preparation of Compound H1-27
[0131]
[0132]Synthesis of Compound 1
[0133]Dibenzofuran-2-amine (20 g, 144.7 mmol), 2-bromo dibenzofuran (23.8 g, 96.47 mmol), Pd(OAc)2 (1.1 g, 4.82 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (S-Phos) (3.9 g, 9.65 mmol), NaOt-Bu (13.9 g, 144.7 mmol), and 485 mL of o-xylene were added to a flask and stirred at 160° C. for 3 hours. After the reaction was completed, the mixture was cooled to room temperature. The organic layer was extracted with ethyl acetate, and residual moisture was removed using magnesium sulfate. The residue was dried, and separated by column chromatography to obtain compound 1 (4.9 g, yield: 10%).
[0134]Synthesis of Compound H1-27
[0135]Compound 1 (4.9 g, 12.76 mmol), compound 2 (4.2 g, 14.0 mmol), Pd(dba3)2 (0.584 g, 0.638 mmol), S-Phos (0.523 g, 1.276 mmol), NaOt-Bu (1.8 g, 19.14 mmol), and 65 mL of o-xylene were added to a flask and stirred at 160° C. for 2 hours. After the reaction was completed, the mixture was...
Example
Example 2: Preparation of Compound H1-46
[0136]
[0137]Compound 3 (25 g, 74.48 mmol), compound 2 (42.58 g, 81.93 mmol), Pd(OAc)2 (0.16 g, 7.5 mmol), P(t-Bu)3 (0.28 g, 7.5 mmol), NaOt-Bu (14.31 g, 150 mmol), and 284.09 mL of o-xylene were added to a flask and stirred at 160° C. for 2 hours. After the reaction was completed, the mixture was cooled to room temperature. The organic layer was extracted with ethyl acetate, and residual moisture was removed using magnesium sulfate. The residue was dried, and separated by column chromatography to obtain compound H1-46 (23.4 g, yield: 50%).
CompoundMWM.P.H1-46628.22256.5° C.
Example
Example 3: Preparation of Compound H1-43
[0138]
[0139]Compound 4 (20 g, 56.96 mmol), compound 2 (18.8 g, 57.13 mmol), Pd(OAc)2 (0.13 g, 5.7 mmol), P(t-Bu)3 (0.22 g, 5.7 mmol), NaOt-Bu (11 g, 113.92 mmol), and 227.27 mL of o-xylene were added to a flask and stirred at 160° C. for 2 hours. After the reaction was completed, the mixture was cooled to room temperature. The organic layer was extracted with ethyl acetate, and residual moisture was removed using magnesium sulfate. The residue was dried, and separated by column chromatography to obtain compound H1-43 (12.5 g, yield: 34%)
CompoundMWM.P.H1-43644.19249° C.
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Abstract
The present disclosure relates to an organic electroluminescent compound represented by formula 2′ or formula 2″, a plurality of host materials comprising at least one first host compound and at least one second host compound, and an organic electroluminescent device comprising the same. An organic electroluminescent device having improved driving voltage, luminous efficiency, power efficiency and/or lifespan properties can be provided by including the organic electroluminescent compound or a specific combination of compounds according to the present disclosure as a host material(s).
Description
TECHNICAL FIELD[0001]The present disclosure relates to an organic electroluminescent compound, a plurality of host materials, and an organic electroluminescent device comprising the same.BACKGROUND ART[0002]In 1987, Tang et al. of Eastman Kodak first developed a small molecule green organic electroluminescent device (OLED) of TPD / Alq3 bilayer consisting of a light-emitting layer and a charge transport layer. Thereafter, the development of OLEDs was rapidly effected and OLEDs have been commercialized. Currently, the organic electroluminescent device mainly uses a phosphor having excellent luminous efficiency in realizing a panel. OLEDs having high luminous efficiency and / or long lifespan are required for long-term use and high resolution of the display.[0003]In order to improve luminous efficiency, driving voltage, and / or lifespan, various materials or concepts for the organic layer of an organic electroluminescent device have been proposed, but they have not been satisfactory in pra...
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